Koloa Vacation Rentals – Historic Charm Meets Island Luxury
Koloa vacation rentals blend historic charm with modern comfort on Kauai's sunny South Shore. Stay in restored plantation homes or luxury villas, just minutes from Poipu's beaches, golf, and shopping.
Koloa, nestled on Kauai's sunny South Shore, offers a unique blend of rich history and modern comfort. Known as the site of Hawaii's first sugar plantation, this charming town features preserved plantation-era architecture, boutique shops, and local eateries, providing visitors with an authentic Hawaiian experience.
Vacation rentals in Koloa range from restored plantation cottages to luxurious villas, many equipped with modern amenities such as gourmet kitchens, private pools, and spacious lanais. Whether you're seeking a romantic getaway or a family retreat, Koloa's accommodations cater to diverse preferences and group sizes.
Just a short drive from Koloa lies Poipu, renowned for its pristine beaches, world-class golf courses, and vibrant marine life. Poipu's vacation rentals offer oceanfront condos, upscale resorts, and private homes, providing easy access to activities like snorkeling, surfing, and sunbathing.
Explore the historic charm of Koloa and the coastal beauty of Poipu for a memorable Kauai vacation.
Browse and book your Koloa vacation rental below, and don't forget to explore our Poipu vacation rentals for more options.
Poipu Shores 102A Shorebreak Lanai, Ground Floor Unit, w/AC
POIPU SHORES 102A AT KOLOA KAI VACATION RENTALSEnjoy the unobstructed ocean views of Southern Kauai from the lawn-access lanai of Poipu Shores 102A! Listen to the soothing sounds of the waves breaking on the rocks just feet below while you enjoy your morning coffee in...
Hale Leilani: Plantation Villa w/ Ocean View, Pool
Luxuriously appointed, supremely spacious, and overflowing with tropical charm, this stunning new plantation-inspired home in Kukui'ula is superlative in every way. The entire property—poetically christened Hale Leilani—embodies the most appealing aspects of a...
Admired Poipu beach house in a perfect location, now a vacation home!
Stay in this beautifully designed vintage Hawaiian style home 350 feet from the Brennecke's Beach side of Poipu Beach park, in the heart of Poipu. Spacious lanais and outdoor living gives everything Kauai has to offer, as well having your private gate leading to the...
ALOHA - Poipu Beach Vacation Condo
Aloha! This charming, cottage-style condo is located at the 35-acre Kiahuna Resort next to Poipu Beach, Kauai's beautiful South Shore. The Resort is beautifully landscaped with rolling lawns, Koi ponds, the famous Moir Gardens, and has its very own world class sandy...
Ultimate Oceanfront Condo with Stunning Views & AC
Unobstructed knockout views! Imagine yourself in this gorgeous location with amazing front row seats, 30 feet to the Pacific Ocean. Whales, turtles and dolphins swim by right out your door! See the stunning sunsets and views of the volcanic Poipu coast all year from...
New Luxury Tropical Condo with AC on Kauai's Prestigeous South Shore
Hale Honu is a beautiful, new island-style luxury condo in Poipu's Pili Mai condominium complex on Kauai's South Shore. Offering extensive amenities on site including AC and pool, and just minutes away from Poipu Beach, shopping, fine dining, golf, and much more. Be one...
Kiahuna Condo Unit 155 - A/C Living Room & Bed Room, Private, Perfect Location
Kiahuna Plantation Resort, on Poipu Beach, is one of the most popular destinations on Kauai. The property offers 35 acres of tropical gardens, lawns, and beachfront along with the famous South Shore sunshine. Kiahuna Unit #155 is a second story (top floor) one bedroom...
Hale Ho'okipa: 2 Homes / 2 Pools in Poipu - Sleeps 16
Gathering of the clan? Extended-family reunion? Or just an amazing shared adventure? Whatever the occasion, this beautiful 7BR/5+BA compound, with ample space for 16+ guests, offers blissfully comfortable accommodations for a large, congenial group. Two impeccably...
Hale Nalu - Premier Beachfront 3br Home Steps Away from Baby Beach with Spa!
Hale Nalu is a roomy 3 bedroom, 3 bath home fronting the delightful Baby Beach and situated in a charming Poipu residential neighborhood. Spacious and appealing at 2,450 square feet, Hale Nalu features a beachfront master suite with Jacuzzi tub upstairs and a 2nd master...
JC Surf House: Elegant 5BR w/ Pool, BBQ & Ocean Views
Welcome to JC Surf House by Gather, a delightful 5-bedroom, 5-bath vacation home nestled in the heart of Kauai’s exclusive Kukui'ula community. This charming two-story property, accommodating up to 10 guests, boasts a prime location for exploring, being in close...
2 Bed Sleep 6 with Pool, A/C close to Poipu Beach with Discounted Golf Included!
***Discounted golf included with your stay!*** The sparkling new Pili Mai Resort is an open-skied sanctuary within the popular town of Poipu. Rolling hills of golf course greens surround the estate, while the entrancing Ha’upu Mountains sail into the distant sky. With...
Manualoha 303 - Ground Floor with Free Poipu Beach Athletic Club Membership
MANUALOHA 303 AT KOLOA KAI VACATION RENTALSTropical Garden Retreat Near Poipu BeachEscape to paradise at Manualoha 303, a beautifully upgraded 1-bedroom, 1-bathroom garden-view condo that combines comfort, convenience, and the lush beauty of Kauai. Located just 0.2...
Plantation Style Studio & Courtyard Garden In Koloa
COUNTY APPROVED PERMIT # Z-IV-2015- 25TMK # 2-6-013-046-0000Come and Experience Kauai's Sunny South Shore & Beautiful Beaches. Towering Eucalyptus Trees Form the Famous Arch Known as the " Tunnel of Trees " as it Welcomes our Visitors and Marks the Official Entrance...
Great Price-Amazing Ocean View-Walk to Beach-Poipu Kapili #29
Enjoy your stay in paradise in the comfort of our spacious, ground floor contemporary, island-style 1 bedroom, 2 bath condo. Whether you’re in the living room, kitchen, dining area, or lanai, our ocean views will enchant you! Enjoy your morning breakfast or evening...
Kilohana Makai | Luxury 4br Kauai Residence
Discover the perfect Garden Island retreat at Kilohana Makai, Hawaiian for “Unsurpassed Excellence near the Ocean.” This four-bedroom, three-and-a-half-bath villa truly lives up to its name, offering a picture-perfect tropical family retreat on Kauai’s sunny south...
Best Place to Stay in Kauai - 35' from the Surf - Poipu, Hawaii
Located 35 feet from the surf, my Poipu condo is one of the best places to stay on the Island of Kauai. It has the best close up ocean views on the entire Island. Miles of beautiful coastline, crashing waves, breaching whales, sea turtles, great surfing action, and...
Hale Kupanaha – Mid-Century Modern Luxury in Poipu
“This house is amazing!” visitors often exclaim, in those exact words. Hence, the property’s poetic and perfectly apt Hawaiian name: Hale Kupanaha (“Amazing House”). The design team behind this extraordinarily gorgeous new villa envisioned a distinctive...
Greenbelt 3BR/3BA villa with pool, A/C and 10min walk to the beach
THE CONDOWe recently bought this extravagant 1600 square foot villa located in an upscale private boutique resort with all the amenities. Each of the three bedrooms is very spacious and has a dedicated private bathroom, giving everyone privacy. We fell in love with the...
Hale Anuenue | Luxury 3br Kauai Residence
Settle into a blissful sense of calm at Hale Anuenue, which means “House of the Rainbow” in Hawaiian. This three-bedroom, three-and-a-half-bath villa features beautifully appointed interiors featuring contemporary coastal décor and expansive grounds, allowing you...
Hale Huna - fully air conditioned 4 BD 4 BTH, short walk to beaches
Hale Huna (Hidden House) is a delightful beach house located on the green belt with just a short walk to Poipu's finest beaches, pool, hot tub, and tennis courts. The front courtyard is private for relaxation and features a barbecue so you can enjoy all your meals in...
Poipu Oasis - Poipu Vacation Home with Pool
Poipu Oasis is a beautiful custom home with ocean views, just up from Poipu Beach park. This lovely two-story home's indoor outdoor living floor plan is designed to take full advantage of Poipu's views. The private pool is surrounded by a lush yard, the perfect place to...
Poipu Crater 24 - Stay in the Crater, A/C in the Bedrooms
POIPU CRATER 24 AT KOLOA KAI VACATION RENTALSYour Tropical Oasis in the Heart of PoipuImmerse yourself in the beauty of authentic island-style living at Poipu Crater 24, a tranquil retreat located in a unique enclave of 15 duplex bungalows nestled in the crater of an...
NEW! Oceanfront Condo at Lawai Beach Resort
Welcome to our beautifully updated one-bedroom condo at the Lawai Beach Resort with AC! This is a wonderful opportunity to stay at one of the most sought after locations in the heart of sunny Poi'pu!The spacious living and dining area opens to your own private lanai...
Ukulele Oasis @ Kiahuna l AC l Family-Friendly l Beach Amenities l Ground Floor
Welcome to Ukulele Oasis at Kiahuna Plantation! New A/C Unit New King Bed Ground Floor/End UnitFamily-Friendly New Sofa Sleeper Beach AmenitiesAt Ukulele Oasis you’ll enjoy an unforgettable family-friendly vacation immersed in the island spirit in your private...
Spacious affordable 2br/2ba/3lanai remodeled condo, perfect location in Poipu!
If you are looking for a beautiful, spacious, incredibly clean, affordable condo with fantastic amenities located right in the heart of Poipu….you've come to the right place!! Pakele Kahakai or "Beach Escape" is what our family calls our dream Kauai home. This...
Poipu Crater 23 - Vacation in the Crater/Air Conditioning in Bedrooms
POIPU CRATER 23 AT KOLOA KAI VACATION RENTALSA Tropical Retreat in an Extinct Volcano CraterDiscover the unique charm of Poipu Crater 23, nestled amidst acres of lush tropical foliage in the heart of Poipu. This two-bedroom duplex condo offers the perfect blend of...
Prince Kuhio 110 - Ground Floor Portable AC
PRINCE KUHIO 110 AT KOLOA KAI VACATION RENTALSA Romantic Escape on Kauai’s Sunny South ShoreDiscover the charm of Prince Kuhio 110, a recently remodeled one-bedroom condo offering a cozy and modern retreat for couples. Located on the ground floor with easy access to...
Honu Kai Villas 2 by Destination Kauai - A/C, Ocean Views, Stunning Sunsets
E Komo Mai, Welcome to Honu Kai Villas IIJust steps from the Pacific coastline, this multi-level updated villa boasts beautiful ocean views and stunning sunsets on Kauai's south shore. Morning strolls to watch the sea turtles and spinner dolphins are a must! Snorkel at...
Renee's Poipu Paradise! Oceanfront Views & A/C!
SPECTACULAR Oceanfront Views and A/C! Enjoy the sunrise, turtles and whales in season directly off your private lanai! Kauai's best snorkeling? A 5 minute walk to Lawai Beach. Kid-friendly beach? "Baby Beach" a 5 minute walk the other way. Surfing? 30 feet to the water...
Lovely 2 Bedroom Cottage Near Brenneckes Beach! Best Location in Poipu!
Beachfront Paradise Across from Brennecke’s Beach – Hot Tub, Ocean Views, EV Charger!Enjoy your dream Kauai escape at this beautiful two-bedroom beachfront home directly across from Brennecke’s Beach and Poipu Beach Park—famous for boogie boarding, body surfing,...
Spectacular Ocean View 2BR Unit at Kiahuna Plantation
The spirit of aloha lives in our tropical two-bedroom, ocean view condominium, and it awaits your arrival! Situated on a small rise, the view of the ocean is as delightful as the trade winds that greet you when you slide open the plantation shutters. Our unit - #74, in...
Hale Malanai*Stairway to Heaven*Huge Views*Steps to Baby Beach
YouTube Video Presentation - https://youtu.be/p-Z6fAoScHQYou walk up the staircase and are immediately pulled by the huge ocean view onto the lanai. The jungle like foliage, the smell of plumeria, the ocean and the sky enchant you as the tradewinds of this perfect...
Large Poipu Kai Condo with Air Conditioning in Perfect Location for Everything!
This condo is a spacious 1,400 square foot air conditioned condo with oversized windows and two lanais to help guests enjoy the surrounding beauty of the resort. Master and guest bedrooms with respective bathrooms provide privacy, while plenty of closet space and a...
Boutique Condo with Contemporary Art: Steps from Scenic Poipu Beach Trail.
Now with 1 KING BED & 2 QUEEN BEDS - The master bedroom has been upgraded with TWO NEW QUEEN BEDS. The second bedroom is with a KING BED!Sunny south Kauai beckons from this gorgeous two-bedroom, two-bath Regency at Poipu Kai condo, where modern amenities meet a fully...
Ground-Floor Retreat W/Ocean Views-Kiahuna 2166
Kiahuna Plantation unit 2166: This modern tropical one-bedroom ocean view unit on the ground floor is a rare find and provides the utmost comfort with cool flooring and decorative carpeting, two cooling ceiling fans, and floor-to-ceiling windows allowing for plenty of...
Hale Konani, ground flr end unit with AC, golf & ocean views, 9M Pili Mai, Poipu
A stay at Hale Konani in the Pili Mai resort community has everything you need for the perfect Hawaiian vacation. This exceptional well-appointed three-bedroom, three-bath 1,500 sq. ft. condominium with central air conditioning is located on the Robert Trent Jones II...
Spacious condo located near tennis courts, pools & Poipu beach
Kahala #214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the beauty of Poipu Beach at this stunning condo in the Kahala at Poipu Kai complex in Koloa, HI. Nestled within...
Watch the whales and spectacular sunset views from your balcony!!
.This oceanfront resort in Poipu Beach Kauai, features amazing close views of the ocean, you are less than 100 yards from the ocean and less than a 5 minute walk from an amazing kid safe beach. Walk to stores and restaurants and many other cool shops at Kukuiula Village...
Luxury Condo at Whalers Cove (Unit 135)
Luxury waterfront Condo with fantastic view! Unit 135 at Whalers Cove is a waterfront condo. Elegant furnishings and great amenities throughout add to the comfort and enjoyment of its guests.This gorgeous, upscale Condo resides on the top two floors, in the middle of...
Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301
Quiet & Relaxing garden view Condo with A/C at Kiahuna Plantation Resort. Inside the condo is newly renovated with island modern furniture, decor and photography by local artist, Steve Munich so you can enjoy the sights of Kauai indoors. There is a private, one bedroom...
Poipu Kapili 21 By Parrish Kauai- central Poipu location, ocean & sunset views.
An oceanfront Kauai resort in Poipu Beach featuring spacious Kauai condos and spectacular sunset views. With its classic Hawaii plantation style architecture and design, complemented by a wonderful pool and guest amenities, this is a sought after Poipu resort...
Hale Keoniloa: Tropical Charm + Pool in Poipu
This sophisticated, spacious, stylish, newly remodeled tropical villa seems to exist in an enchanting, resort-like world of its own, yet it's just a few minutes from world-class beaches and all the other attractions of Poipu, Koloa and the South Shore. From top to...
Hale Kainani #6 E Komo Mai: Secluded Luxury Home w/ Pool, Spa, AC & Ocean Views
Hale Kainani 6E Komo MaiSet within the exclusive resort community of Kukui`ula, this luxury Poipu vacation rental offers the ultimate location for your group getaway. The home is brand-new, finished and furnished in comfortable elegance with natural tones for a peaceful...
Luxurious 4BR/3.5BA House: AC, Short Walk To Beach
Discover Elegance at Poipu: The Ohana House hosted by BlueTideVillas.Step into the luxury of the Ohana House, a 2,800-square-foot haven nestled on a half-acre oasis, boasting a sprawling private lanai—perfect for savoring your favorite tropical drink. Celebrated as...
Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach
Brand New AC in living room and bedroom. One of very few units in Kiahuna with 2 ACs.Fully remodeled 1b/1b condo inside the stunning Kiahuna Resort. The perfect spot for romantic getaways or family trips. We have everything you need:-AC in living room and bedroom (and...
Hale Nalu: Tropical Cottage in Poipu-Walk to Beach
Scenically situated on the Green Belt pedestrian pathway, this enchanting island-style home combines the casually elegant charm of a country-plantation retreat with an ideally convenient location. Not only is it close to everything—an easy stroll to beaches and...
Pili Mai 10 I: Luxury Resort-Style Condo, Pool+Spa
Elegant design meets luxurious comfort in this beautifully bright, airy 3BR/2.5 BA townhome in the acclaimed Pili Mai at Poipu vacation-resort complex. Inside and out, the artistically color-coordinated furnishings are a rhapsody in oceanic blues—indigo, cobalt,...
Alihi Lani 3 is a Luxury Condo with Amazing Views in a Prime Location.
You will love this Beautiful Ocean View! The fully equipped kitchen has everything you will need. There is plenty of beach gear for your Kauai outdoor adventures. Meticulously manicured landscaping and tropical flowers abound. For additional sleeping there is a queen...
Ocean view from every room in the condo!
Enjoy our condo in lovely Poipu with vast ocean views from the lanai and Master Bedroom. You will hear the ocean, see the ocean (and the whales in season) and be mesmerized by the ocean and the sea life. Sunset Kahili is the highest condo in the area. Our resort is on...
Plumeria House, Poipu Beach, Koloa Home with a View
Don't miss out on your dream vacation in this 4 bedroom, 3.5 bath home located on Kauai's sunny south shore. Sip coffee on the lanai while watching the sunrise, or sunbathe on the deck in the heated pool. The upper floor holds a spacious, gourmet kitchen, which opens to...